Family-friendly holiday rentals in Mississauga

4.92 out of 5 average rating, 295 reviews

A modern living area features a black sectional sofa adorned with decorative pillows. A light-colored throw is draped casually over the arm. A white desk with a chair sits nearby, along with a floral arrangement and a potted plant on the desk. A vibrant artwork depicting trees in fall colors is showcased above the sofa.

Home in Malton

5 Km to Toronto Pearson Airport, sleeps 3 /4

Tastefully decorated , well maintained , cozy , 5 Km to Pearson Airport. 25 minutes to Union Station. downtown Toronto Lakeshore in Malton, Mississauga.Breakfast kitchen , large TV , Netflix , prime sleeps 3 , free parking . 3 Km to Malton GO Station, 5 km to airport 10 min to International Centre. Toronto Congress Center. Woodbine Casino. Close to all Highways, Square One shopping mall. Well connected by public transport. Ride-sharing facilities in plenty. license no .2025-002352-STA

Guesthouse in Mississauga

A serene backyard is highlighted by a clear swimming pool surrounded by natural stone coping. Comfortable seating arrangements with dark wicker chairs and a sleek table are positioned nearby, offering a relaxing spot. Lush greenery frames the area, providing a peaceful atmosphere.

4.91 out of 5 average rating, 106 reviews

“CasaDeLeon”- Modern and cozy Lakeview guesthouse

YES Hot tub and heated pool are open! Forget your worries in this spacious & serene space. King+queen air/4 twin , lrg patio doors overlooking lush greenery in private backyard oasis. Enjoy in/outdoor living & access to private basketball court, trampoline. Landscaped backyard w deck, bbq, tons of board games, 4K projector (stream from G00gle chromecast) for large screen media / movies, and wine fridge, espresso bar, fridge w ice maker, full bathroom, heated flooring. **25+ ID & waiver req**

A modern living area features a large window with expansive views of the cityscape and surrounding landscape. A flat-screen television is mounted on the wall opposite a comfortable sofa and a coffee table, creating a welcoming space for relaxation.

4.95 out of 5 average rating, 182 reviews

Luxury Stay w/phenomenal view!

Enjoy a stylish experience at this centrally located property. Sunset lovers are going to love this one! Starbucks, restaurants, grocery shops, dentists, pharmacies, and much more ON THE MAIN FLOOR. Walking distance to Mississauga’s largest mall Square one. 15 mins drive from airport. 20 mins drive to Downtown Toronto. Lakeshore south view from balcony. Gym, swimming pool, jacuzzi, sauna, piano room, cards room, stretching room, outdoor bbq, and much more in this unique one of a kind property.

4.92 out of 5 average rating, 25 reviews

Modern 2BR/2BA Condo with Balcony + Amazing Views!

Welcome to your bright, modern 2-bed/2-bath condo. Steps to Erin Mills Town Centre, cafés, groceries, and parks, and Credit Valley Hospital. The suite features an open-concept living/dining area, a fully equipped kitchen, fast Wi-Fi, in-suite laundry for longer stay, and a private balcony with amazing views Perfect for families, professionals, or medical visits, with quick access to Hwy 403/407 and transit. Thoughtful touches and hotel-level cleanliness ensure an easy, comfortable stay.

4.98 out of 5 average rating, 164 reviews

A cozy living area features a light grey sofa and a plush dark blue chair, arranged around a small white TV stand facing a flat screen television. A decorative rug covers the floor, and a dining table with two chairs is positioned nearby, complemented by a vase of flowers.

Apartment in Oakville

Bright, Spacious, Quiet 2 bedroom - Licensed

Quiet family neighborhood great for professionals, couples or family. Spacious and cozy home away from home. You control heat and cooling fan. Sound dampening so natural noises are minimized, not eliminated. 1 queen and 1 double bed. Two desks for computer work. Extra seating. Fast WiFi! Full kitchen. Bathroom with shower and bathtub. Close to highways, hospital, recreation centers, playgrounds, shopping, schools and college. All registered guests may be asked to provide ID upon request.

4.99 out of 5 average rating, 135 reviews

A private hot tub is situated on a rooftop terrace, surrounded by privacy screens. Soft lighting is positioned around the area, creating an inviting ambiance. Steam rises gently from the hot tub's surface, hinting at a warm and relaxing experience.

Home in Oakville

Modern Executive Townhome w/ Rooftop Hot Tub Oasis

Stylish contemporary townhome in Oakville! The perfect retreat for couples, families, and friends alike. Experience the rooftop terrace, complete with a Private Jacuzzi Hot Tub that provides the ultimate relaxation experience! It's the perfect spot to unwind after a long day of sightseeing or to enjoy an evening under the stars. You'll love the stunning and spacious living areas, fully equipped kitchen, and two comfortable bedrooms. Close to Three Major Highways in a Central Location!

5 out of 5 average rating, 3 reviews

* Super cozy unit w/amazing views + Parking *

Cozy 2BR Apartment in Mississauga. Welcome to our charming cozy comfortable 2-bedroom, 1-bathroom apartment located in the heart of Mississauga! Our cozy retreat is perfect for business travelers, any traveler, locals, couples, and small families. Located in a luxurious building with high security fit for Millionaires. The unit has amazing lake views to the South and a masterpiece building to the west. You will also get to enjoy our amazing amenities while staying at our apartment!

A shared living area showcases a foosball table in the foreground, accompanied by a comfortable sofa and a coffee table. A dining area is visible in the background, featuring a modern table and chairs, illuminated by soft overhead lighting. Windows provide natural light, enhancing the inviting layout.

4.99 out of 5 average rating, 272 reviews

Spacious & Modern Home w/ Yard, Piano, PS4 & BBQ

Affordable gem: Equipped for value! Our spacious and cozy home offers modern comfort, a well equipped kitchen, beautiful private backyard, huge park just across the street, right in the heart of Mississauga (Approximately 15 mins to Toronto Pearson Airport, 6 mins to Square One, 8 mins to Heartland, 57 mins to Niagara). Home is in a quiet neighborhood and a perfect place to relax and enjoy your time. Ideal for large families/groups. Contact us for booking lesser number of nights.

A spacious living area features a large sectional sofa adorned with numerous soft white throw pillows. A modern glass coffee table is centered on a textured area rug, while wall art depicting a seaside landscape adds a touch of character to the bright, well-lit space.

4.95 out of 5 average rating, 177 reviews

3 Bedroom Apartment - Heart of Mississauga

Welcome home! Whether you are traveling with family or friends, for business or simply in between moving, or renovations, this charming 3 bedroom first floor apartment is perfect for long and short term stays. Along with all amenities you may need during your stay, professional cleaning is provided in-between stays. The most central location in Mississauga, minutes away from shops, restaurants and parks. We invite you to enjoy your stay and find a home away from home!

5 out of 5 average rating, 106 reviews

A backyard seating area is viewed, featuring a dark outdoor sectional couch with a black coffee table placed on a striped rug. Surrounding the heated saltwater pool are lounge chairs and lush greenery, creating a serene outdoor space.

Guesthouse in Brampton

Bright and Airy Guest Suite with Pool

Large windows, high ceilings, fresh modern decor, cedar sauna, fitness room and backyard pool best describes our Garden Suite. Spoil yourself in everything this space has to offer. Featuring a comfy queen size bed sheeted with luxury cotton and down duvet. A large queen pull-out couch offers space for extra sleepers. Take some time to refine your culinary skills with the well appointed kitchen. Don't overpack, your in-unit washer and dryer will keep your clothes clean.

Guest suite in Mississauga

An open and modern layout showcases a spacious living area seamlessly connected to a kitchen, with a generously sized sleeping area featuring a plush bed. Glass panels and wooden beams create an inviting atmosphere, while stylish decor complements the aesthetic of the space.

4.99 out of 5 average rating, 246 reviews

Newly renovated stylish apartment close to Airport

**No parties or gatherings allowed** Newly renovated, large, spacious and cozy apartment 10 min from Airport. Brand new kitchen, bathroom with shower, laminate flooring, built in closet, living area and laundry. Enjoy comfy KING size bed! Family friendly and quite neighborhood. Close to SquareOne, Sherway Gardens, MiWay, highways, and Downtown. Close to shopping, grocery, and recreation centers. Completely Separate entrance. Free parking spot on the driveway.

4.94 out of 5 average rating, 284 reviews

A timber frame tiny home is set amidst a snowy landscape, featuring large windows and a private deck. A circular fire pit with flames is situated on a stone patio, surrounded by wooden adirondack chairs, while trees frame the serene pond in the background.

Tiny home in Hamilton

Timber Haven

Reconnect with nature at this unforgettable timber frame tiny home. Nestled along the edge of the forest, and overlooking a pond, this newly constructed home features a full kitchen, bathroom, private deck, hot tub, and stone patio with fire pit. Sleeping loft accessible by ladder comfortably sleeps four with expansive views of nature.

Popular amenities for Mississauga family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.94 out of 5 average rating, 162 reviews

Luxury 2BR Condo w/ Skyline Views & Balcony

4.92 out of 5 average rating, 102 reviews

Home in Toronto

Backyard Oasis | Hot Tub & Playground | Near DT

4.93 out of 5 average rating, 179 reviews

The hillside villa features multiple levels with large windows offering expansive views. Smooth wooden decks are visible, surrounded by greenery, while a staircase leads to the entry. Reflective glass accents enhance the modern design, blending harmoniously with the natural surroundings.

Villa in Burlington

Waterfront Hillside Villa

A vibrant cityscape is illuminated by colorful fireworks, with numerous skyscrapers displaying warm lighting. A large crowd is gathered below, surrounded by modern buildings and open spaces, creating an inviting atmosphere for festivities during the evening.

4.86 out of 5 average rating, 210 reviews

Beautiful Penthouse with Breathtaking View

4.99 out of 5 average rating, 182 reviews

The serene backyard features a heated saltwater pool surrounded by a stone deck, bordered by lush greenery and blooming trees. A patio area includes outdoor seating and a grill, while large windows overlook the pool, enhancing natural light in the adjacent indoor space.

Home in The Beaches

FIFA: 4BR: 365 Days Open- Heated Pool & Hot Tub

5 out of 5 average rating, 142 reviews

A bright and airy living space features large corner windows that offer expansive views of the city. A modern sectional couch is paired with a light rug, while a flat-screen television is mounted on the wall. Lush green plants add a touch of nature to the inviting décor.

Condo in Yorkdale

The Penty: Luxurious Penthouse with Pool, Hot Tub

4.98 out of 5 average rating, 627 reviews

A vibrant sunset is captured with layers of orange, red, and yellow hues across the sky. Silhouetted trees and foliage frame the image, creating a contrasting foreground against the colorful backdrop.

Guest suite in Hamilton

Country Getaway in Puslinch

Condo in Downtown Toronto

A desk with an ergonomic chair is positioned near floor-to-ceiling windows, offering a stunning view of Lake Ontario at sunset. The scene features a vibrant sky with hues of orange and purple, along with glimpses of the surrounding greenery and cityscape.

4.98 out of 5 average rating, 105 reviews

Fort York- Lake View Studio Condo + Indoor Parking

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 328 reviews

A spacious living area features a variety of seating options, including a cozy couch and rocking chairs. Large windows allow natural light to enter, illuminating the lush indoor plants. Decorative rugs and artwork add character to the eclectic decor, creating a relaxed atmosphere.

Farm stay in Uxbridge

Private Loft w Sauna, Fireplace, Wi-Fi & Projector

4.9 out of 5 average rating, 141 reviews

Gorgeous & Modern 2Bed 2Bath Sq1 Condo Corner unit

4.92 out of 5 average rating, 221 reviews

Two brown horses are depicted in a snow-covered outdoor setting, closely positioned with their noses touching. Flakes of snow gently fall around them, creating a serene winter scene, while a house and snow-covered trees are subtly blurred in the background.

Bungalow in Hamilton

Horse Ranch with Hot tub

4.96 out of 5 average rating, 113 reviews

A sunset over the water is portrayed, with a golden sun reflecting on the calm surface. The horizon features a silhouette of trees, creating a serene atmosphere. Soft waves ripple gently in the foreground, enhancing the tranquil setting.

Apartment in Toronto

Toronto Island Wonderland View

Guest suite in Mississauga

A cozy bedroom with a spacious bed dressed in white bedding and accented by neutral-colored pillows. Two bedside lamps illuminate the space, complemented by artwork featuring botanical prints on the wall. Natural light filters through a small window, enhancing the calm atmosphere.

4.94 out of 5 average rating, 186 reviews

Bright apartment/basement in Mississauga

5 out of 5 average rating, 25 reviews

The Calm House | 5 mins Walk to Square One Mall

4.89 out of 5 average rating, 184 reviews

A charming two-story detached home is framed by well-maintained greenery and colorful flowerbeds. A paved driveway leads up to the garage, with light brick finishes on the exterior contrasting against the blue sky. The inviting entrance is accentuated by potted plants.

Home in Oakville

3Bd 2.5Bth House w/ Pool Table, Swing, Outdoor BBQ

4.98 out of 5 average rating, 325 reviews

The exterior of the cabin features a rustic wooden facade with two windows and a central door. A dog stands on the steps, flanked by two cozy chairs. Decorative elements include a pumpkin and potted flowers adding charm to the welcoming outdoor space.

Tiny home in Acton

Farmview Sunset Cabin

Family-friendly home rentals with a pool

5 out of 5 average rating, 3 reviews

Executive 2BR/2BA Condo Near Square One

A modern house exterior is displayed, featuring a well-maintained lawn and landscaped garden. The driveway is paved with gravel and concrete, leading to a covered porch area. Large windows provide an inviting entrance, while shaded trees contribute to a pleasant outdoor setting.

4.78 out of 5 average rating, 37 reviews

Comfortable &Stylish 4BD Stay Near Toronto Airport

A spacious bedroom features large windows, allowing natural light to fill the room. A comfortable bed is centered against a dark accent wall, complemented by minimal artwork. A round mirror hangs on the adjacent wall, and warm lighting is provided by a bedside lamp.

4.89 out of 5 average rating, 123 reviews

Condo in Heart of Mississauga

A well-equipped kitchen features white cabinetry and modern stainless-steel appliances, including a stove and dishwasher. Natural light pours in through a window adorned with potted plants. A tile floor leads to a dining area with wooden chairs, creating an inviting space for meal preparation and gatherings.

4.89 out of 5 average rating, 9 reviews

Swimming pool, king size bed. Our oasis.

5 out of 5 average rating, 3 reviews

Exec 2.5Br-2bath 1 Prk Condo SQ1 Stunning Views!

4.81 out of 5 average rating, 217 reviews

A backyard oasis features a sun-drenched inground pool surrounded by lush perennial gardens. A stone patio is equipped with shaded lounge areas and outdoor seating, creating an inviting space for relaxation. The two-story house overlooks the pool, complementing the tranquil environment.

Apartment in Milton

Backyard Oasis Guesthouse.

4.91 out of 5 average rating, 43 reviews

A heated pool is surrounded by lush greenery and features a connected Jacuzzi. Lounge chairs are positioned near the pool, along with a gazebo in the background. Two colorful inflatable rings float on the water, and red outdoor chairs are placed nearby for relaxation.

Home in Clarkson

The Serenity Home Pool/Yoga/Game Room by the Lake